Vacation rentals in Maidstone

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Top-rated vacation rentals in Maidstone

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite

Barn in Linton

4.87 out of 5 average rating, 260 reviews

Chimney Barn

Chimney Barn is on the grounds of a Grade II listed (450 yr old) property in a conservation area (rural setting) just outside Maidstone, Chimney Barn is close to Linton Park House, Estate, built in the 1730’s and now owned by an international agricultural company. The park has lots of Stunning walks throughout the country side, over looking Marden and the surrounding areas. The Bull Inn is also within walking distance and a very popular local pub and restaurant, with garden and stunning views.

Sep. 14 – 21

$126 CAD per night

Guest favourite

Guesthouse in Detling

4.92 out of 5 average rating, 132 reviews

Adorable 1 bed guesthouse with patio

Sit back & relax in this calm, cosy space. Set within the grounds of our gated family home in Detling located on the slope of the North Downs, 4 miles north east of Maidstone, & on the Pilgrims' Way. Whether you want a relaxing get away or want to explore many of the wonderful walks and bike trails the north downs have to offer you can be sure to find a warm and cosy place to stay at the end of the day. We have a very friendly dog who will be on hand to greet you along with 2 young children

Nov. 6 – 13

$169 CAD per night

Guest favourite

Farm stay in Kent

4.99 out of 5 average rating, 344 reviews

Traditional Log Cabin On The Lake

Private cosy traditional log cabin on the lake, surrounded by beautiful countryside. Lovely peaceful get away from it all in an area of natural outstanding beauty, yet just ten minutes drive from Royal Tunbridge Wells, with all the culture, bars, restaurants and shops. The pretty village of Lamberhurst has lots of pubs to offer, with top quality food and local ales. Trains to London are 1 hour from Frant station. Nearby attractions include Scotney Castle, Bewl Water and Bedgebury Pinetum.

Oct. 18 – 25

$215 CAD per night

Guest favourite

Cabin in Rochester

4.94 out of 5 average rating, 270 reviews

Countryside Cabin with Private Patio

The Snuggery is a converted outbuilding that has been set up for a cosy stay with a wood burning stove and lots of snuggly wraps to cuddle up in. The open plan interior, high vaulted ceilings and natural oak flooring create an interior which is fun, light and airy. Walking enthusiasts will enjoy walks from the back door straight on to the North Downs Way and there is a bench by the front door fitted with a heated element, perfect for warming up your walking boots. Photos by Chloe-Rae

Nov. 8 – 15

$188 CAD per night

Guest favourite

Guesthouse in Kings Hill

4.96 out of 5 average rating, 184 reviews

Peaceful, charming oak framed annexe

Recently furbished, oak framed annexe building consisting of large open plan lounge, dining and kitchen area. Shower room with hand basin and WC. Upstairs, snug double bedroom. (May be converted to two singles) Extra sofa bed available downstairs so property can accommodate up to 4 guests. Reliable wifi and space for remote working. Small, discreet private patio area. Private parking. Close to golf course and village centre. Surround yourself with style in this standout space.

Dec. 28 – Jan. 4

$207 CAD per night

Guest favourite

Houseboat in Kent

4.91 out of 5 average rating, 126 reviews

Lady Florence unique River Boat with Castle Views

Lady Florence is a new unique houseboat, situated on the River Medway in Maidstone. Is surrounded by breath-taking views of Allington Castle, in a quiet location. A great place to escape everyday life and unwind. The houseboat offers a fully fitted bathroom with shower, Modern kitchen supplied with all the necessary utensils, double bedroom area, pull out sofa bed that will sleep 2, terrace either end with outdoor seating, WIFI and Smart TVs. Local area has lots to offer.

Oct. 20 – 27

$220 CAD per night

Guest favourite

Guesthouse in Boughton Monchelsea

4.96 out of 5 average rating, 141 reviews

Adorable 1 bedroom guest barn, Boughton Monchelsea

This barn is situated in the picturesque village of Boughton Monchelsea. It has its own private garden with stunning meadow views. It has lots of local amenities to explore and is only 15 minutes drive from Leeds castle and a 15 minute drive to the train station which will take you directly into London. The exposed oak beamed barn is situated next to a traditional oast house, perfect for romantic getaways and people who want to escape the fast pace of everyday life.

Dec. 14 – 21

$176 CAD per night

Guest favourite

Cottage in Boughton Monchelsea

4.91 out of 5 average rating, 514 reviews

The Oast Cottage: Private Annex with own entrance.

We are pleased to offer our refurbished annex with double bedroom, private bathroom, own front door and a private field for dogs. Oast Cottage is a converted stables attached to the main Oast House. The Oast is set in a conservation area of Boughton Monchelsea which consists of converted farm buildings, listed houses and a 16th Century pub (directly opposite). The area boasts many places to visit (including Leeds Castle), countryside walks, as well as numerous pubs.

Dec. 29 – Jan. 5

$132 CAD per night

Guest favourite

Guest suite in Wateringbury

4.98 out of 5 average rating, 166 reviews

Peaceful apt, views, Wi-Fi, garden & sunsets

Relax or work in this stylish apartment with private courtyard garden and vintage summerhouse * First floor apartment with free parking * Rural views * Wi-Fi * Self check in * 6ft super king bed * Heating * Smart TV * Plus a summerhouse * Under 1 hour train from London * Local pub/food 10 minute walk * Close to country walks * River Medway 1 mile for boating/walks * Not suitable for pets or children * Please note EV charging is NOT permitted on the property*

Aug. 21 – 28

$194 CAD per night

Guest favourite

Home in Kent

4.93 out of 5 average rating, 216 reviews

Hermitage Cottage cosy 1-4 person accommodation.

Hermitage Cottage offers annexe accommodation. Bathed in sunshine in private garden setting. We are a commuters dream with Barming railway station at the door. London Victoria 57 minutes and Maidstone East just three minutes by rail. Fully fenced with garaging for one vehicle., entry by automatic gates. Finished to a very high standard with under floor heating and feature fire place. Your every comfort is assured. Welcome pack included.

Dec. 20 – 27

$152 CAD per night

Guest favourite

Cottage in Marden

4.99 out of 5 average rating, 479 reviews

The Lodge

**Opted in to Airbnb's enhanced cleaning protocol** Cosy barn-style accommodation nestled in the heart of the Kent countryside. Located close to National Trust sites and country walks. The Lodge is the perfect country getaway and romantic retreat. Please note this is strictly a NO SMOKING property inside the Lodge, the garden and surrounding field. The property is also NOT SUITABLE for infants, children or pets. Two adults only.

Dec. 23 – 30

$158 CAD per night

Guest favourite

Guesthouse in Kent

4.98 out of 5 average rating, 237 reviews

The Old Engineer, a rural boutique retreat

Our rural boutique accommodation with private entrance and pretty courtyard garden is surrounded by fields. The space is designed with the guests comfort and luxury in mind. It is the perfect spot for a relaxing and peaceful get away. Super king bed (or twin if requested). Located between Tunbridge Wells and Maidstone, close to the Hop Farm and attractions such as Sissinghurst Gardens, Vineyards and many NT properties.

Oct. 22 – 29

$181 CAD per night